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242845

Sigma-Aldrich

Acetic anhydride

ACS reagent, ≥98.0%

Synonyme(s) :

Acetanhydride, Acetic acid anhydride, Acetyl acetate, Acetyl anhydride, Ethanoic anhydride

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About This Item

Formule linéaire :
(CH3CO)2O
Numéro CAS:
108-24-7
Poids moléculaire :
102.09
Numéro Beilstein :
385737
Numéro CE :
203-564-8
Numéro MDL:
MFCD00008705
Code UNSPSC :
12352100
ID de substance PubChem :
24854587
Nomenclature NACRES :
NA.21

Qualité

ACS reagent

Niveau de qualité

200

Densité de vapeur

3.5 (vs air)

Pression de vapeur

10 mmHg ( 36 °C)
4 mmHg ( 20 °C)

Pureté

≥98.0%

Forme

liquid

Température d'inflammation spontanée

629 °F

Limite d'explosivité

10.3 %

Impuretés

MnO4- reducers, passes test

Résidus d'évap.

≤0.003%

Indice de réfraction

n20/D 1.390 (lit.)

Point d'ébullition

138-140 °C (lit.)

Pf

−73 °C (lit.)

Solubilité

H2O: slightly soluble

Densité

1.08 g/mL (lit.)

Traces d'anions

chloride (Cl-): ≤5 ppm
phosphate (PO43-): ≤0.001%
sulfate (SO42-): ≤5 ppm

Traces de cations

Fe: ≤5 ppm
heavy metals: ≤2 ppm

Chaîne SMILES 

CC(=O)OC(C)=O

InChI

1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3

Clé InChI

WFDIJRYMOXRFFG-UHFFFAOYSA-N

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Description générale

Acetic anhydride is an organic solvent. On dissolution in water it undergoes solvolysis to afford acetic acid. It is widely employed for the acetylation of various alcohols. Wacher process (starting reagent + a ketene) and Knapsack process (starting reagent = acetaldehyde) have been reported for the industrial preparation of acetic anhydride.

Application

Acetic anhydride has been used as one of the reaction components in the preparation of:
  • 2-acetylamino-5-aminobenzenesulfonic acid
  • 3,3′-bis(sulfonato)-4,4′-bis(chloroacetamido)azobenzene (BSBCA)
  • 10-acetoxy-9-nitro-octadecanoic acid, allyl ester
  • 9-nitro-oleic acid
It may be used for acetylation of anisole over HBEA zeolite in a batch reactor.

Pictogrammes

FlameSkull and crossbonesCorrosion
GHS02,GHS06,GHS05

Mention d'avertissement

Danger

Mentions de danger

H226,H302,H314,H330

Classification des risques

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

120.2 °F - closed cup

Point d'éclair (°C)

49 °C - closed cup

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
MKCW3422
MKCV7142
MKCT6254
MKCT3207
MKCQ9026

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Darcy C Burns et al.
Nature protocols, 2(2), 251-258 (2007-04-05)
This protocol describes a procedure for the synthesis of 3,3'-bis(sulfonato)-4,4'-bis(chloroacetamido)azobenzene (BSBCA), a water-soluble, thiol-reactive, photo-switchable cross-linker. In addition, a protocol is outlined for installing the cross-linker in an intramolecular fashion onto proteins bearing two surface-exposed Cys residues. BSBCA is designed
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Acetylation of anisole by acetic anhydride over a HBEA zeolite-Origin of deactivation of the catalyst.
Rohan D, et al.
J. Catal., 177(2), 296-305 (1998)
David G Simmons et al.
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In this study acetyloxypropylene dimethacrylate was synthesized and proposed as an alternative monomer for triethyleneglycol dimethacrylate (TEGDMA) in dental mixtures. The monomer was prepared by the reaction of glycerol dimethacrylate with acetic anhydride. The exchange reaction was carried out in
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